TOP 30 Best Relaxing vacation in Portland, Maine

Sail Portland Maine, located at 1 Marina Way in Portland, Maine, offers the best boat charters in the city. Relax with friends and family aboard the Eleanor Hawkes or Calista Ann as you cruise through the tranquil waters of Portland Harbor and Casco Bay. Enjoy the sights of the Portland skyline, historic forts, and wildlife like seals swimming in the harbor. Experience the ultimate Flappy Hour celebration with a chartered cruise to Crown Jewel on Great Diamond Island. Choose from public or private charters, and bring your own food and beverages aboard. Private charters are perfect for special occasions, from romantic dinners to elopements.

TurnKey Vacation Rentals in Maine offers a wide range of vacation homes, cabins, and cottages in this picturesque state known for its pine trees, lighthouses, and charming resort towns. Located in Boothbay Harbor, our real estate and travel agency provides a variety of options for visitors looking to explore Maine's stunning coastline and inland hamlets. With over 230 miles of coastline, our vacation rentals allow guests to bring their furry friends along, with many homes accommodating dogs. Stay connected with internet access in over 700 of our vacation rentals, and relax knowing our professional housekeepers will ensure your accommodations are clean and stocked with amenities upon arrival. Maine's rich history and natural beauty offer a unique experience for visitors year-round. From the upscale resort town of Kennebunkport to the vibrant city of Portland, there is something for everyone to enjoy. Explore the islands of Casco Bay, visit Acadia National Park, or head to the Maine Highlands for a serene escape in nature. Whether you're looking for a beachfront rental, a cozy cabin in the woods, or a lakeside retreat, our vacation homes in Maine provide the perfect setting for a memorable getaway. Discover the charm of Maine with TurnKey Vacation Rentals.

Portland Discovery Land and Sea Tours is a travel agency located at 170 Commercial Street in Portland, Maine, United States. Hop on board the Discovery Trolley for a 105-minute, fully narrated tour of scenic and historic Portland, including a visit to Maine's oldest lighthouse, Portland Head Light. Explore landmarks such as the childhood home of Henry Wadsworth Longfellow and the Victoria Mansion as we travel from city streets to the rocky coast. In addition to the trolley tour, guests can enjoy a relaxing 105-minute cruise around the inner islands and lighthouses of Casco Bay at dusk. Take in the evening breezes and city lights while learning about the history of the area.

Canopy by Hilton Portland Waterfront is a modern and stylish lodging located at 9 Center Street in the heart of Portland, Maine. Situated along the beautiful waterfront, this hotel offers stunning views of the harbor and easy access to the city's top attractions. With contemporary design, comfortable rooms, and top-notch amenities, Canopy by Hilton provides a welcoming and relaxing stay for guests looking to experience the best of Portland. Explore the vibrant local food scene, enjoy outdoor activities like kayaking and hiking, or simply unwind in the hotel's cozy lounge areas. Whether you're traveling for business or pleasure, Canopy by Hilton Portland Waterfront is the perfect choice for your stay in Maine.

Portland Maine Rentals is a premier real estate agency located at 225 Cumberland Avenue in Portland, Maine. Our dedicated staff is committed to helping you find the perfect rental unit that meets your specific needs and desired stay. With a reputation for providing immaculate, nicely furnished units that are conveniently located near all the amenities Portland has to offer, our properties have become a favorite choice for visitors and new residents alike. Our beautiful gardens are meticulously tended to, creating a peaceful and welcoming environment for our tenants. Whether you are visiting Maine for a short stay or looking to relocate to Portland, Portland Maine Rentals has the perfect rental apartment for you. Come experience the comfort and convenience of PMR properties and see why our tenants keep coming back year after year. Copyright 2024, Portland Maine Rentals. Designed and built by Maine Creative.

Portland Country Club is a prestigious and historic institution located in Falmouth, Maine, United States. Situated at 11 Foreside Road, this exclusive club offers members a luxurious and scenic retreat from the hustle and bustle of everyday life. With top-notch amenities including a championship golf course, tennis courts, swimming pool, and fine dining options, Portland Country Club provides a sophisticated and welcoming environment for socializing, recreation, and relaxation. Whether you are a golf enthusiast, a tennis pro, or simply looking for a place to unwind, Portland Country Club is the perfect destination for those seeking a premier country club experience.

Hyatt Place Portland-Old Port is a modern and stylish lodging option located in the heart of Portland, Maine. Situated at 433 Fore Street, this hotel offers comfortable and spacious rooms, complete with all the amenities needed for a relaxing stay. Guests can enjoy a complimentary breakfast, access to a fitness center, and a 24/7 Gallery Menu serving freshly prepared meals. The hotel's prime location in the vibrant Old Port district allows guests to easily explore the city's historic landmarks, shops, and restaurants. Whether visiting for business or leisure, Hyatt Place Portland-Old Port provides a convenient and welcoming home away from home.

Located at 1210 Brighton Avenue in Portland, Maine, the Hampton Inn & Suites Portland West offers comfortable and modern lodging for both business and leisure travelers. The hotel features spacious rooms and suites equipped with amenities such as free Wi-Fi, flat-screen TVs, and mini-fridges. Guests can enjoy a complimentary hot breakfast each morning and access to the fitness center and indoor pool. Conveniently located near downtown Portland and popular attractions, the Hampton Inn & Suites is the perfect choice for a relaxing stay in the vibrant city of Portland.

DoubleTree by Hilton Hotel Portland, ME is a luxurious lodging option located at 363 Maine Mall Road in the vibrant city of Portland, Maine, United States. This elegant hotel offers modern amenities, comfortable accommodations, and exceptional service to ensure a memorable stay for all guests. Conveniently situated near shopping centers, restaurants, and local attractions, DoubleTree by Hilton Hotel Portland, ME is the perfect choice for travelers looking for a convenient and comfortable place to stay. With its warm and welcoming atmosphere, guests can relax and unwind in style while enjoying all that Portland has to offer.

Casco Bay Hotel is a convenient and comfortable lodging option located near the Maine Mall and PWM Portland Airport in South Portland, Maine. The hotel offers cozy rooms and modern amenities for a relaxing stay. Whether traveling for business or leisure, guests can enjoy easy access to shopping, dining, and transportation options. With its central location and friendly staff, Casco Bay Hotel is the perfect choice for visitors looking to explore the beautiful state of Maine.

The Residence Inn by Marriott Portland Scarborough is a comfortable and convenient lodging option located at 800 Roundwood Drive in Scarborough, Maine. This modern hotel offers spacious and well-appointed suites with fully equipped kitchens, separate living and sleeping areas, and complimentary Wi-Fi. Guests can enjoy a complimentary hot breakfast buffet each morning and access to amenities such as a fitness center, indoor pool, and outdoor patio with a fire pit. The hotel's location is ideal for travelers looking to explore the nearby beaches, shopping malls, and dining options in the Portland area. With its friendly staff and convenient location, the Residence Inn by Marriott Portland Scarborough is the perfect choice for both business and leisure travelers.

Longer Vacations is a premier travel agency located at 110 Marginal Way in the bustling city of Portland, Maine. With a commitment to providing exceptional service and unforgettable experiences, Longer Vacations specializes in creating dream vacations that cater to all preferences and budgets. Whether you're looking to relax on a tropical beach, explore historic landmarks, or embark on a thrilling adventure, our team of experienced travel experts will help you plan the perfect getaway. Contact us today to start planning your next unforgettable vacation with Longer Vacations.

Hampton Inn Portland-Airport is a welcoming lodging institution located at 171 Philbrook Avenue in South Portland, Maine, United States. Conveniently situated near the Portland International Jetport, this hotel offers comfortable accommodations for travelers passing through the area. Guests can enjoy spacious rooms, complimentary breakfast, a fitness center, and a heated indoor pool. With a friendly staff and convenient location, Hampton Inn Portland-Airport is the perfect choice for a relaxing stay in South Portland.

Candlewood Suites Portland - Scarborough, an IHG Hotel, is a cozy and comfortable lodging option located at 700 Roundwood Drive in Scarborough, Maine, United States. This hotel offers spacious suites with fully equipped kitchens, free Wi-Fi, and a 24-hour fitness center. Guests can enjoy the convenience of an on-site convenience store, laundry facilities, and a BBQ area. Whether you are visiting for business or leisure, Candlewood Suites provides a relaxing and welcoming atmosphere for your stay.

Fireside Inn & Suites Portland is a cozy and inviting lodging establishment located at 81 Riverside Street in the charming city of Portland, Maine, United States. This hotel offers comfortable accommodations and a warm atmosphere, perfect for both business and leisure travelers. With its convenient location and friendly staff, guests can enjoy a relaxing stay while exploring all that Portland has to offer. Whether you're visiting for a weekend getaway or an extended stay, Fireside Inn & Suites Portland provides a welcoming home away from home.

The Inn at Portland is a charming lodging establishment located at 1150 Brighton Avenue in Portland, Maine. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to experience the beauty and charm of the Portland area. With its convenient location, guests can easily explore all that Portland has to offer, from its picturesque waterfront to its vibrant dining and shopping scene. Whether you are visiting for business or pleasure, the Inn at Portland provides a relaxing retreat for your stay in this coastal New England city.

Americas Best Value Inn Biddeford Portland is a cozy and affordable lodging option located at 2 Pomerleau Street in Biddeford, Maine, United States. The inn offers comfortable rooms and a range of amenities including free Wi-Fi, complimentary breakfast, and a convenient location near Portland. Whether you are visiting for business or leisure, Americas Best Value Inn is a great choice for a relaxing stay in the beautiful state of Maine.

Porchside - Vacation Rental is a charming lodging option located at 9 Gilead Street in Boothbay Harbor, Maine, United States. This cozy retreat offers guests a comfortable and relaxing stay, with a porch perfect for enjoying the scenic views of the surrounding area. The vacation rental is conveniently situated near popular attractions and activities, making it an ideal choice for those looking to explore the beauty of Maine. Experience the comforts of home while enjoying a memorable vacation at Porchside - Vacation Rental.

DreamVista Vacations is a premier travel agency located at 443 Western Avenue in South Portland, Maine. Our team of experienced travel experts is dedicated to helping you plan your dream vacation. Whether you're looking to relax on a tropical beach, explore a new city, or embark on an adventure-packed getaway, we can make it happen. Let us take the stress out of travel planning and turn your vacation dreams into a reality. Contact us today to start planning your next unforgettable trip with DreamVista Vacations.

Sea Rose is a charming lodging institution located at 10 Ship Channel Road in South Portland, Maine, United States. Situated near the beautiful coast, Sea Rose offers guests a peaceful and relaxing retreat with stunning views of the ocean. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the nearby beaches, hiking trails, and local attractions, making Sea Rose the perfect destination for a coastal getaway.

Maine Coast Cruising, located at 14 Ocean Street in South Portland, Maine, is a travel agency specializing in casual cruising and custom excursions in beautiful Casco Bay. The Maine Cruising Club offers the flexibility to enjoy multiple trips on the water throughout the season at a discounted rate. With a commitment to just 3 trips, members can experience the luxury and comfort of a vessel in Casco Bay without the expense and maintenance of owning a boat. Whether you're looking for a relaxing day on the water or a custom excursion, Maine Coast Cruising has you covered.

Reel Action Charters is a premier charter service located at 1 Portland Street Pier in South Portland, Maine. Our goal is to provide our customers with an unforgettable fishing experience, whether you're looking for that "once in a lifetime catch" or a leisurely cruise along the coast. Our courteous and knowledgeable crew, top-notch equipment, and attention to detail ensure that every trip with Reel Action is enjoyable and productive. Our captains have Master licenses issued by the United States Coast Guard and over 20 years of experience, guaranteeing your safety while on the water. We pride ourselves on using the best tackle available and encourage you to bring your "lucky" rod to land a trophy fish. With a focus on customer satisfaction, Reel Action Charters goes above and beyond to exceed your expectations and keep you coming back for more.

LiveLiner Charters-Maine Deep Sea Fishing Charters is a premier fishing charter located at 257 Front Street in South Portland, Maine. We offer unforgettable deep sea fishing experiences for anglers of all skill levels. Our experienced captains and crew will guide you to the best fishing spots in the area, ensuring a successful and thrilling day on the water. Whether you are looking to catch trophy fish or simply enjoy a relaxing day on the ocean, LiveLiner Charters is the perfect choice for your next fishing adventure. Book your trip with us today and create memories that will last a lifetime.

The Bark Yard is a premier dog daycare and boarding facility located at 2112 Broadway in South Portland, Maine. Our spacious facility offers a safe and fun environment for your furry friends to play, socialize, and relax while you're away. Our experienced staff provides personalized care and attention to each dog, ensuring they have a tail-wagging good time. With indoor and outdoor play areas, comfortable sleeping quarters, and plenty of toys and activities, The Bark Yard is the perfect home away from home for your beloved pet. Visit us today and see why we're the top choice for dog daycare and boarding in South Portland.

Welcome to the White Sails Inn, a charming bed and breakfast located at 61 Fletcher Street in Kennebunk, Maine. Formerly known as the Elizabeth Rose House, this historic inn has undergone exciting changes under the ownership of Susanne Lillis. The property now features a cozy coastal Maine vibe with newly painted interiors, updated décor, and added amenities such as the Shipwreck Pub, outdoor fire pit, and a refreshed patio area. Wake up to the aroma of freshly brewed coffee and enjoy a homemade 3-course breakfast before exploring the nearby Kennebunk Beach, Wells Beach, and Ogunquit Beach. The inn provides beach towels, chairs, umbrellas, and parking passes for your convenience. Conveniently located just 40 minutes from Portland and 1.5 hours from Boston, the White Sails Inn is the perfect retreat for couples, families, or small corporate groups.

Located on 140 Chadwick Street in Portland, Maine, The Chadwick Bed & Breakfast is the perfect destination for a romantic and pampering getaway. With elegant and comfortable accommodations, this award-winning lodging institution offers a level of personal service that goes above and beyond. Each guest room has its own unique charm, blending modern amenities with the historic charm of the 1891-built house. Guests can enjoy a five-star gourmet breakfast every morning and explore the nearby attractions in Greater Portland, including galleries, museums, theaters, shops, and restaurants. The Chadwick Bed & Breakfast also serves as a convenient base for exploring other nearby locations such as Acadia National Park, Southern Maine beaches, and the White Mountains of New Hampshire.

The Inn at Park Spring is a charming lodging establishment located at 135 Spring Street in the heart of Portland, Maine, United States. This historic inn offers cozy and comfortable accommodations for guests looking to experience the beauty and charm of the city. With its convenient location and welcoming atmosphere, The Inn at Park Spring is the perfect choice for travelers looking for a relaxing and memorable stay in Portland. Whether you are visiting for business or pleasure, you are sure to enjoy your time at this lovely inn.

West End Inn is a charming lodging establishment located at 146 Pine Street in the heart of Portland, Maine. This historic inn offers a cozy and welcoming atmosphere, perfect for both leisure and business travelers. The beautifully appointed rooms feature modern amenities while maintaining the inn's classic New England charm. Guests can enjoy a delicious complimentary breakfast each morning and relax in the inviting common areas. The convenient location allows easy access to the city's top attractions, restaurants, and shops. Whether you are visiting Portland for a weekend getaway or an extended stay, West End Inn provides a comfortable and memorable experience.

Morrill Mansion is a charming lodging institution located at 249 Vaughan Street in Portland, Maine, United States. This historic building offers a unique and cozy atmosphere for guests to relax and unwind during their stay. The elegant rooms are beautifully decorated and equipped with modern amenities to ensure a comfortable experience. The friendly staff at Morrill Mansion is dedicated to providing top-notch service and making guests feel right at home. Whether you are visiting Portland for business or leisure, Morrill Mansion is the perfect choice for a memorable stay.

Lucky Catch Cruises is a premier travel agency located at 170 Commercial Street in Portland, Maine, United States. Specializing in unique and unforgettable cruise experiences, Lucky Catch Cruises offers a variety of excursions for travelers looking to explore the beautiful coast of Maine. Whether you're interested in whale watching, lobster fishing, or simply enjoying a leisurely boat ride, Lucky Catch Cruises has something for everyone. With expert guides, top-of-the-line vessels, and a commitment to customer satisfaction, Lucky Catch Cruises ensures that every journey is a memorable one. Book your next adventure with Lucky Catch Cruises and discover the beauty of Maine's coastline like never before.